Find Hotels with a Pool in Gwynn, VA

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Gwynn Hotels with a Pool

Next weekend
In two weeks

Top Gwynn Hotels with a Pool

Hampton Inn Gloucester

2.5 star property
Gloucester
  • Indoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (726)
Crystal-clear waters of the indoor pool invite leisurely swims from morning until evening. Fitness enthusiasts appreciate the adjacent exercise center, while the Art Deco surroundings, complimentary breakfast buffet, and attentive staff create a refreshing retreat.
The price is ¥17,393
¥19,359 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn Gloucester

Holiday Inn Express Gloucester by IHG

3.5 star property
Gloucester
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, (658)
Guests rave about this clean, well-maintained seasonal outdoor pool where some even swim with their dogs. The hotel combines aquatic relaxation with 24-hour fitness options and friendly staff service near historical Gloucester attractions.
The price is ¥14,265
¥15,876 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Gloucester by IHG

The Tides Inn

4.0 star property
Irvington
  • Poolside bar
  • On private beach
  • Full-service spa
8.8 out of 10, Excellent, (159)
Marina views complement refreshing dips in the seasonal outdoor pool at this beachfront haven. Guests savor excellent cuisine at the poolside restaurant while enjoying cocktails from the bar, then unwind with soothing spa treatments.
The Tides Inn

Best Western Kilmarnock Hotel

2.5 star property
Kilmarnock
  • Outdoor pool
7.8 out of 10, Good, (718)
Refreshing waters beckon in this hotel's outdoor pool, providing a perfect spot to cool off after exploring the city. Concierge services, laundry facilities, and friendly staff ensure a comfortable stay, while rooms feature hydromassage showers for continued relaxation.
The price is ¥19,551
¥22,151 total
includes taxes & fees
Nov 24 - Nov 25
Best Western Kilmarnock Hotel

Dockside Inn

3.0 star property
Deltaville
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (44)
Poolside relaxation awaits with umbrellas and attentive lifeguards just steps from this charming bayside retreat. Free bicycle rentals invite coastal exploration, while private yard accommodations offer a tranquil haven after sun-soaked adventures.
The price is ¥21,897
¥24,152 total
includes taxes & fees
Nov 24 - Nov 25
Dockside Inn

Yurt Campsite @ Blanchard Farm Site 2

Diggs
  • Outdoor pool
10.0 out of 10, Exceptional, (2)
Surrounded by nature, the inviting outdoor pool creates a tranquil escape after exploring the grounds. This yurt campsite balances rustic charm with comfort, offering cozy fireplaces, kitchenettes, and scenic porch views.
The price is ¥11,731
¥19,841 total
includes taxes & fees
Nov 24 - Nov 25
Yurt Campsite @ Blanchard Farm Site 2

The Farm Overlook Treehouse At Blanchard Farm

Diggs
  • Outdoor pool
10.0 out of 10, Exceptional, (1)
Swimming sessions in the outdoor pool create perfect summer memories at this unique treehouse escape. The cabin features cozy fireplaces, fully equipped kitchenettes, and barbecue facilities for delightful outdoor dining experiences.
The price is ¥13,295
¥18,116 total
includes taxes & fees
Nov 24 - Nov 25
The Farm Overlook Treehouse At Blanchard Farm

Campsite #3 At Blanchard Farm

Diggs
  • Outdoor pool
Poolside relaxation awaits at this charming campsite where the outdoor swimming pool provides a refreshing escape from summer heat. After a dip, guests can gather around their private firepit under starry skies for an authentic countryside experience.
The price is ¥2,972
¥6,729 total
includes taxes & fees
Nov 24 - Nov 25
Campsite #3 At Blanchard Farm

Yurt Campsite At Blanchard Farm

Diggs
  • Outdoor pool
Refreshing dips await in the outdoor pool at this countryside yurt campsite. Families appreciate the playground, garden spaces, and cozy fireplaces inside each accommodation, creating an ideal blend of rustic charm and modern comfort.
The price is ¥11,731
¥16,390 total
includes taxes & fees
Nov 24 - Nov 25
Yurt Campsite At Blanchard Farm
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Gwynn Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Gwynn?
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water: Offers buffet, a seasonal outdoor pool, and free self parking. Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!: Provides a snack bar/deli, an indoor pool, and buffet. Holiday Inn Express Gloucester by IHG: Features full, an outdoor pool, and free self parking. Hampton Inn Gloucester: Offers a private beach, a seasonal outdoor pool, and 2 restaurants. Best Western Kilmarnock Hotel: Offers a private beach, a seasonal outdoor pool, and free water-park access.
What is there to see and do in Gwynn?
Spend some time experiencing the great outdoors at Chesapeake Bay. Discover sights such as Gwynn's Island Musuem during your stay.
When is the best time to book a hotel with a pool in Gwynn?
You may want to consider an accommodation that has an outdoor pool if you will be visiting Gwynn in the hottest months of July, August, or June when the average temp is 76°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 44°F.